5 Days in Charleston and Savannah
This definitive 5-day Lowcountry road-trip itinerary seamlessly pairs two of the South's most historic and enchanting coastal cities: Charleston, South Carolina, and Savannah, Georgia. Designed specifically for history buffs, culinary enthusiasts, and photography lovers, this decision-quality travel plan guides you through cobblestone streets, moss-draped live oak tunnels, and world-class Southern dining. You will spend two full days immersing yourself in Charleston's historic French Quarter and Sullivan's Island beach, take a scenic road trip through the historic town of Beaufort, South Carolina, and dedicate two days to Savannah's iconic town squares, historic mansions, and coastal beauty. With curated recommendations for top-tier boutique hotels, award-winning restaurants, and immersive cultural tours, this itinerary provides everything you need for an unforgettable Southern escape.
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OurRiviera
Trip Overview
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Itinerary
Charleston International Airport
The Loutrel
King Street
Experiences
• Stroll and Shop on King Street
Millers All Day
Experiences
• Lowcountry Lunch at Millers All Day
Old South Carriage Company
Experiences
• Charleston’s Old South Carriage Historic Horse & Carriage Tour
Husk
Experiences
• Fine Dining at Husk
Accommodation
• The Loutrel
Charleston International Airport
Description
Charleston International Airport (CHS) serves as your gateway to the Lowcountry. Located approximately 12 miles northwest of downtown Charleston, this modern and highly efficient airport offers a welcoming atmosphere with Southern hospitality from the moment you land. Upon arrival, retrieve your luggage and pick up your rental car from the on-site rental car pavilion. The drive to the Historic District takes about 20 to 25 minutes via Interstate 26 East, offering scenic views of the surrounding marshes as you approach the peninsula. Alternatively, rideshare services like Uber and Lyft are readily available just outside the baggage claim area.
The Loutrel
Description
The Loutrel is an award-winning luxury boutique hotel located in Charleston's historic French Quarter, just steps from the City Market and King Street. Inspired by Charleston's private gardens, this elegant property features a stunning rooftop terrace, a sophisticated guest-only clubroom with complimentary local snacks, and beautifully appointed rooms with botanical accents. Guests consistently rave about the exceptional service, the artisanal breakfast, and the hotel's prime, highly walkable location. It serves as the perfect upscale base for your stay in Charleston, allowing you to explore the city's top sights on foot without needing to drive.
King Street
Description
King Street is the vibrant cultural and commercial heart of downtown Charleston. Spanning over two miles, this historic thoroughfare is divided into three distinct districts: Upper King (the design and dining district), Middle King (the fashion district), and Lower King (the antiques district). As you stroll along the wide sidewalks, you will admire the beautifully preserved historic storefronts, charming cafes, and local boutiques. It is the perfect place to get a feel for Charleston's lively atmosphere, friendly locals, and architectural charm. Take your time wandering and popping into unique shops like Candlefish, famous for its library of 100 candle scents.
Stroll and Shop on King Street
Wander along Charleston's premier thoroughfare, exploring the unique boutiques, antique shops, and local design stores that line Upper, Middle, and Lower King Street. Be sure to pop into Candlefish to browse their library of 100 candle scents.
Millers All Day
Description
Millers All Day is a celebrated culinary hotspot on King Street that honors the South's love for breakfast and grains. Housed in a beautifully restored historic building with a retro-chic interior, this lively restaurant serves up elevated Southern comfort food all day long. Their menu features outstanding dishes like shrimp and grits with a rich tomato-bacon gravy, hot fried chicken biscuits, and their famous artisanal pastries. It is the ideal spot for a relaxed, delicious lunch that showcases the depth of Lowcountry flavor. Be sure to try one of their signature craft cocktails or a locally roasted coffee to fuel your afternoon exploration.
Lowcountry Lunch at Millers All Day
Savor a delicious, grain-focused Southern lunch at this retro-chic King Street favorite. Indulge in their famous shrimp and grits, hot fried chicken biscuits, and artisanal pastries.
Old South Carriage Company
Description
Old South Carriage Company offers premier, highly rated horse-drawn carriage tours through the cobblestone streets of historic Charleston. Located on Anson Street near the City Market, this family-owned company is known for its exceptional animal care standards and highly knowledgeable guides. Boarding a custom-built carriage, you will embark on a narrated journey through the city's historic districts, passing antebellum mansions, lush hidden gardens, and historic churches. Your guide will share fascinating stories of Charleston's colonial history, the Civil War, and the architectural evolution of the city. It is an iconic, must-do experience that provides a wonderful historical foundation for your trip.

Charleston’s Old South Carriage Historic Horse & Carriage Tour
A narrated horse-drawn carriage tour through Charleston's historic streets, showcasing antebellum architecture, historic landmarks, and beautiful gardens.
Husk
Description
Husk, located in a gorgeous 19th-century Queen Street mansion, is a legendary dining destination that has redefined modern Southern cuisine. Led by an award-winning culinary team, Husk strictly sources every single ingredient from the South, celebrating local purveyors, heirloom grains, and coastal seafood. The menu changes daily to reflect the freshest seasonal harvests, featuring innovative takes on classic Southern dishes like slow-cooked pork belly, heritage pork chops, and skillet cornbread. Dining here is a true culinary event, combining historic elegance with cutting-edge gastronomy. Reservations are highly coveted and must be booked weeks in advance.
Fine Dining at Husk
Experience a world-class Southern dinner in a gorgeous 19th-century Queen Street mansion. Husk's ingredient-driven menu celebrates local Southern purveyors and changes daily.
Accommodations
The Loutrel
An elegant, garden-inspired luxury boutique hotel in the heart of Charleston's Historic District, offering exceptional service, a private guest clubroom, and a scenic rooftop terrace.
Rainbow Row
Experiences
• Rainbow Row Photography Walk
Waterfront Park
Experiences
• Pineapple Fountain & Harbor Views
Sullivan's Island Beach
Experiences
• Sullivan's Island Beach Walk
The Obstinate Daughter
Experiences
• Leisurely Lunch at The Obstinate Daughter
The Battery
Experiences
• Sunset Promenade at The Battery
The Loutrel
Accommodation
• The Loutrel
Rainbow Row
Description
Rainbow Row is one of the most photographed and iconic landmarks in Charleston. Located on East Bay Street, this famous stretch consists of thirteen pastel-colored Georgian row houses dating back to the mid-18th century. Originally used as merchants' homes and shops, these historic structures were beautifully restored in the 1930s and 1940s, creating the vibrant color palette we see today. Visiting early in the morning offers the best lighting for photography and allows you to admire the stunning architecture without the crowds. It is a peaceful, picturesque spot that perfectly captures the historic charm and romantic aesthetic of Charleston.
Rainbow Row Photography Walk
Stroll past the thirteen iconic, pastel-colored Georgian row houses on East Bay Street. Arrive early in the morning for the best lighting and a peaceful, crowd-free photography session.
Waterfront Park
Description
Joe Riley Waterfront Park is a breathtaking twelve-acre park stretching along Charleston's historic harbor. The park's centerpiece is the famous Pineapple Fountain, a symbol of traditional Southern hospitality that is beautifully illuminated and surrounded by lush landscaping. Walking along the park's wide paved paths, you will enjoy spectacular views of the Cooper River, the iconic Ravenel Bridge, and passing sailboats. It is a favorite spot for both locals and visitors to relax on the wooden swings, feel the cool harbor breeze, and take in the scenic coastal beauty. The park is highly walkable and connects seamlessly to the French Quarter.
Pineapple Fountain & Harbor Views
Walk along the Cooper River waterfront, admire the famous Pineapple Fountain, and relax on the wooden swings while taking in spectacular views of the Ravenel Bridge and passing sailboats.
Sullivan's Island Beach
Description
Sullivan's Island Beach is a pristine, expansive barrier-island beach located just 20 minutes from downtown Charleston. Known for its wide, soft sandy shores and relaxed, non-commercialized atmosphere, it is the perfect coastal escape for a change of pace. Unlike busier resort beaches, Sullivan's Island preserves its natural beauty with rolling sand dunes, sea oats, and gentle waves. It is an exceptional spot for a peaceful morning beach walk, beachcombing, or simply relaxing under the sun. The island is also rich in history, home to Fort Moultrie, which played a key role in both the Revolutionary and Civil Wars.
Sullivan's Island Beach Walk
Enjoy a peaceful morning walk along the wide, soft sandy shores of Sullivan's Island, a pristine barrier island known for its relaxed, non-commercialized atmosphere.
The Obstinate Daughter
Description
The Obstinate Daughter is a highly acclaimed, exceptionally popular restaurant located in the heart of Sullivan's Island. This stylish, maritime-inspired eatery serves an outstanding menu of wood-fired pizzas, house-made pastas, fresh local seafood, and seasonal small plates. The restaurant's name pays homage to the Revolutionary War history of the island, and the food celebrates the rich culinary bounty of the Lowcountry. Signature dishes like the Obstinate Flatbread, local oysters, and their incredible gnocchi are local favorites. It is the perfect spot for a long, leisurely lunch after a relaxing morning on the beach. Reservations are highly recommended.
Leisurely Lunch at The Obstinate Daughter
Indulge in a spectacular, maritime-inspired lunch featuring wood-fired pizzas, house-made pastas, and fresh local seafood in the heart of Sullivan's Island.
The Battery
Description
The Battery is a historic defensive seawall and promenade located at the southernmost tip of the Charleston peninsula, where the Ashley and Cooper rivers meet to form Charleston Harbor. Shaded by majestic live oaks and lined with spectacular antebellum mansions, this iconic landmark offers some of the most beautiful sunset views in the city. As you walk along the elevated promenade, you can look out across the harbor to see Fort Sumter, Castle Pinckney, and Sullivan's Island. The adjacent White Point Garden is filled with historic cannons, monuments, and a beautiful gazebo, making it a deeply atmospheric spot for an evening stroll.
Sunset Promenade at The Battery
Walk along the historic defensive seawall at the southernmost tip of the peninsula, admiring the spectacular antebellum mansions and catching a breathtaking sunset over Charleston Harbor.
The Loutrel
Description
Return to your luxurious base at The Loutrel for your final night in Charleston. After a full day of coastal exploration and historic sightseeing, relax with a craft cocktail on the hotel's rooftop terrace, taking in the panoramic views of the city's steeples and rooftops. The hotel's cozy, garden-inspired atmosphere and exceptional amenities provide the perfect environment to unwind and prepare for your road trip to Savannah tomorrow.
Accommodations
The Loutrel
An elegant, garden-inspired luxury boutique hotel in the heart of Charleston's Historic District, offering exceptional service, a private guest clubroom, and a scenic rooftop terrace.
Boone Hall Plantation & Gardens
Experiences
• Avenue of Oaks & Gullah Presentation
Lowcountry Produce Market & Café
Experiences
• Lunch at Lowcountry Produce
Beaufort Memorial Bridge
Experiences
• Walk Across the Woods Memorial Bridge
The Olde Pink House
Experiences
• Dinner at The Olde Pink House
Perry Lane Hotel, a Luxury Collection Hotel, Savannah
Accommodation
• Perry Lane Hotel, a Luxury Collection Hotel, Savannah
Boone Hall Plantation & Gardens
Description
Boone Hall Plantation & Gardens, located in Mount Pleasant just outside Charleston, is one of America's oldest still-working plantations, founded in 1681. The plantation is world-famous for its breathtaking Avenue of Oaks, a spectacular 3/4-mile approach lined with massive, moss-draped live oak trees planted in 1743. Beyond its visual beauty, Boone Hall offers a deeply educational experience, featuring a historic mansion tour, beautifully preserved slave cabins, and the acclaimed 'Black History in America' exhibit. Visitors can also attend live Gullah culture presentations, which share the rich history, music, and language of the West African descendants who lived and worked in the Lowcountry. It is a powerful, visually stunning, and historically significant stop.
Avenue of Oaks & Gullah Presentation
Drive down the breathtaking, 3/4-mile Avenue of Oaks, tour the historic mansion, and attend a powerful, live Gullah culture presentation to learn about the West African heritage of the Lowcountry.
Lowcountry Produce Market & Café
Description
Lowcountry Produce Market & Café is a delightful culinary stop located in the heart of historic downtown Beaufort, South Carolina. Housed in a beautifully renovated historic city hall building, this charming market and cafe serves up incredible Southern classics made with fresh, locally sourced ingredients. Their menu features outstanding items like pimento cheese burgers, fresh seafood salads, and their famous yeast donuts. It is the perfect place to stop for lunch during your road trip, offering a warm, welcoming atmosphere and a market filled with artisanal Southern jams, pickles, and gifts to take home.
Lunch at Lowcountry Produce
Stop for a delightful Southern lunch in a beautifully renovated historic city hall in Beaufort. Try their famous pimento cheese burgers and fresh yeast donuts.
Beaufort Memorial Bridge
Description
The Richard V. Woods Memorial Bridge is a historic swing bridge that spans the Beaufort River, connecting downtown Beaufort with the sea islands. Built in 1959, this iconic green steel bridge is one of the few remaining swing bridges in South Carolina and is famous for its appearance in the movie 'Forrest Gump' (representing the Mississippi River bridge). Walking across the bridge's pedestrian path offers spectacular, panoramic views of the Beaufort waterfront, the historic marina, and the expansive salt marshes. It is a scenic, breezy spot that perfectly captures the coastal charm of South Carolina's sea islands.
Walk Across the Woods Memorial Bridge
Walk across the historic green steel swing bridge made famous in the movie 'Forrest Gump', enjoying panoramic views of the Beaufort waterfront and salt marshes.
The Olde Pink House
Description
The Olde Pink House is one of Savannah's most famous and beloved dining institutions. Located in a stunning 18th-century Georgian mansion on Reynolds Square, this historic restaurant offers an unforgettable Southern dining experience. The mansion's elegant, candlelit dining rooms are filled with antique portraits, fireplaces, and historic charm. The menu features sophisticated, modern interpretations of classic Southern cuisine, including their legendary crispy scored flounder with apricot shallot glaze, fried green tomatoes, and pecan-crusted chicken. After dinner, head downstairs to the atmospheric, brick-walled tavern for a craft cocktail and live piano music. Reservations are essential.
Dinner at The Olde Pink House
Dine in Savannah's premier historic institution, enjoying sophisticated, modern interpretations of classic Southern cuisine in an elegant, candlelit 18th-century Georgian mansion.
Perry Lane Hotel, a Luxury Collection Hotel, Savannah
Description
Perry Lane Hotel is a spectacular luxury boutique hotel located in the heart of Savannah's Historic District. Combining modern sophistication with classic Southern warmth, this highly rated property features beautifully designed rooms, an exceptional rooftop bar (Peregrin) with panoramic city views, and a curated collection of local art throughout the hotel. Guests consistently praise the hotel's impeccable service, the lively rooftop atmosphere, and its prime location, which is within easy walking distance of Savannah's top squares and attractions. It serves as an extraordinary, upscale base for your two days in Savannah.
Accommodations
Perry Lane Hotel, a Luxury Collection Hotel, Savannah
A sophisticated luxury boutique hotel in Savannah's Historic District, featuring a vibrant rooftop bar, curated local art, and exceptional Southern hospitality.
Forsyth Park
Experiences
• Forsyth Park Fountain Walk
Savannah Historic District
Experiences
• Historic Squares Exploration
The Grey
Experiences
• Dinner at The Grey
Savannah Ghost Tours®️
Experiences
• Savannah Ghostwalker Tour and Ghost Hunt
Perry Lane Hotel, a Luxury Collection Hotel, Savannah
Accommodation
• Perry Lane Hotel, a Luxury Collection Hotel, Savannah
Forsyth Park
Description
Forsyth Park is Savannah's largest and most famous public park, spanning over 30 acres in the heart of the Historic District. The park's crown jewel is the magnificent Forsyth Park Fountain, built in 1858 and modeled after fountains in Paris. Shaded by majestic, ancient live oaks draped heavily in Spanish moss, the park offers a serene, romantic Southern atmosphere. Walking along the wide paved paths, you will see locals jogging, artists painting, and musicians playing. It is the ultimate spot for morning photography, a leisurely stroll, or relaxing on a park bench to take in the timeless beauty of Savannah.
Forsyth Park Fountain Walk
Stroll through Savannah's largest public park, shaded by ancient live oaks draped in Spanish moss, and capture photos of the magnificent Forsyth Park Fountain.
Savannah Historic District
Description
Savannah's Historic District is a masterpiece of urban planning, defined by 22 lush, park-like town squares shaded by massive live oaks. This highly walkable district features stunning historic mansions, cobblestone streets, and beautiful churches. As you wander from square to square, be sure to visit Chippewa Square (famous as the Forrest Gump bus stop location) and Monterey Square (home to the Mercer-Williams House from 'Midnight in the Garden of Good and Evil'). Take your time admiring the intricate ironwork, historic monuments, and beautiful gardens that make Savannah one of the most beautiful cities in the world.
Historic Squares Exploration
Wander through Savannah's 22 lush, park-like town squares, admiring the stunning antebellum architecture, intricate ironwork, and beautiful historic mansions.
The Grey
Description
The Grey is an award-winning, globally acclaimed restaurant housed in a beautifully restored 1930s Art Deco Greyhound bus terminal. Led by James Beard Award-winning Chef Mashama Bailey, The Grey serves up an extraordinary menu of modern Southern cuisine that pays homage to traditional foodways while incorporating global influences. The dining room preserves the terminal's original curved lines, metal accents, and retro charm, creating a visually spectacular and nostalgic atmosphere. Signature dishes like the country pasta, roasted lamb, and seasonal seafood are executed with flawless precision. Dining here is a must-visit culinary experience in Savannah, requiring reservations far in advance.
Dinner at The Grey
Savor an extraordinary, award-winning dinner by Chef Mashama Bailey in a beautifully restored 1930s Art Deco Greyhound bus terminal.
Savannah Ghost Tours®️
Description
Savannah is widely regarded as America's most haunted city, and an evening ghost tour is the perfect way to explore its supernatural side. Led by a professional storyteller, this candlelit walking tour takes you through the dark, atmospheric streets and squares of the Historic District. You will hear chilling, historically researched tales of yellow fever epidemics, historic battles, tragic love stories, and the famous spirits that are said to still linger in Savannah's historic mansions and cemeteries. It is a fun, spooky, and deeply engaging experience that offers a unique perspective on the city's rich history and folklore.

Savannah Ghostwalker Tour and Ghost Hunt
A thrilling, candlelit evening walking tour through Savannah's historic streets, sharing stories of the city's haunted history and famous legends.
Perry Lane Hotel, a Luxury Collection Hotel, Savannah
Description
Return to the luxurious Perry Lane Hotel for your final night in Savannah. After your ghost tour, head up to Peregrin, the hotel's chic rooftop bar, to enjoy a craft cocktail under the stars. The rooftop offers spectacular, panoramic views of Savannah's illuminated steeples and historic skyline, providing a perfect, sophisticated end to a wonderful day of exploration.
Accommodations
Perry Lane Hotel, a Luxury Collection Hotel, Savannah
A sophisticated luxury boutique hotel in Savannah's Historic District, featuring a vibrant rooftop bar, curated local art, and exceptional Southern hospitality.
Bonaventure Cemetery
Experiences
• Bonaventure Cemetery Photography Walk
Wormsloe State Historic Site
Experiences
• Wormsloe Live Oak Avenue Walk
Tybee Island Light Station & Museum
Experiences
• Tybee Island Lighthouse Climb
Savannah/Hilton Head International Airport
Bonaventure Cemetery
Description
Bonaventure Cemetery is a world-famous, hauntingly beautiful historic cemetery located on a scenic bluff overlooking the Wilmington River. Spanning over 100 acres, this historic site is renowned for its spectacular Southern Gothic atmosphere, featuring massive live oaks draped heavily in Spanish moss, historic marble sculptures, and beautiful azaleas that bloom in the spring. It was made famous by the novel and movie 'Midnight in the Garden of Good and Evil'. Walking along the quiet, moss-draped pathways offers a deeply peaceful and visually stunning experience, making it a paradise for photographers and history buffs alike.
Bonaventure Cemetery Photography Walk
Explore the hauntingly beautiful, 100-acre historic cemetery on a scenic bluff, capturing photos of the Southern Gothic atmosphere, marble sculptures, and moss-draped live oaks.
Wormsloe State Historic Site
Description
Wormsloe State Historic Site is home to one of the most breathtaking and iconic sights in the American South: a spectacular 1.5-mile-long avenue lined with over 400 majestic, moss-draped live oak trees. This stunning tree tunnel leads to the historic ruins of Wormsloe, a colonial estate built in the mid-18th century. Visitors can explore the scenic nature trails, view the museum exhibits showcasing colonial life, and walk through the ruins of the tabby house. The entrance avenue is a world-class photography spot, perfectly capturing the romantic, timeless essence of the Georgia Lowcountry.
Wormsloe Live Oak Avenue Walk
Walk or drive down the breathtaking, 1.5-mile-long avenue lined with over 400 majestic, moss-draped live oak trees, leading to the historic ruins of a colonial estate.
Tybee Island Light Station & Museum
Description
Tybee Island Light Station & Museum is Georgia's oldest and tallest lighthouse, standing proudly at the mouth of the Savannah River since 1736. Located on the quiet coastal shores of Tybee Island, just 30 minutes from downtown Savannah, this beautifully preserved historic site offers a wonderful coastal escape. Visitors can climb the 178 steps to the top of the lighthouse for spectacular, panoramic views of the Atlantic Ocean, the Savannah River, and the surrounding coastal marshes. The adjacent museum and beautifully restored lightkeeper's cottages offer a fascinating look into the maritime history of the region. It is a perfect, breezy final stop to enjoy the coastal beauty of the Lowcountry before your departure.
Tybee Island Lighthouse Climb
Climb the 178 steps to the top of Georgia's oldest and tallest lighthouse for spectacular, panoramic views of the Atlantic Ocean and coastal marshes.
Savannah/Hilton Head International Airport
Description
Savannah/Hilton Head International Airport (SAV) serves as your departure airport, located approximately 12 miles northwest of downtown Savannah. This highly rated, charming airport features a unique, square-like central atrium designed to look like a historic Savannah street, complete with park benches and gas lamps. After returning your rental car to the on-site pavilion, proceed through security to your departure gate. The airport offers excellent local dining options and shops, allowing you to enjoy one last taste of Southern hospitality before boarding your flight home, concluding your unforgettable 5-day Lowcountry adventure.
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